1. After winning a contest (via an applause meter) Frank Sinatra
and his group were given a contract for $50.00 each per week (plus
meals) from the Major Bowes Number Five tour unit to travel across the
country singing. Source

2. Before he was famous
Sinatra would sing at weddings and political
rallies for $2 a show in order to make extra money. Source

3. At his teens, Sinatra worked for the Jersey Observer
newspaper, often writing about school sporting events in which he was
also a participant. He also worked as a delivery boy at the Jersey
Observer newspaper and as a riveter at the Tietjan and Lang shipyard. In 1938 Sinatra worked as a singing waiter at a roadhouse and was
paid $15 a week. He later got a raise to $20 a week. Page 45. Source.

4. When Sinatra married his first wife Nancy Barbato in 1939 their
combined monthly income was $200 a month, which included Nancy's $25 a
week secretarial salary. Their apartment rent was $42 a month.

5. In June 1939
Frank Sinatra received an offer to join a band (The Music
Makers) as their singer for $75 a week. Source

6. Also in 1939 Sinatra recorded "All or Nothing At All". It sold 8,000
copies. 4 years later it was re-released and sold over 1,000,000 copies.
Page 54 Source

7.Later in 1939
Frank Sinatra agreed to join a different orchestra run by
Tommy Dorsey that offered him $125 a week. Source

8. In 1943 Sinatra left Tommy Dorsey and started working for Columbia
Records. Source

9. In order to create buzz, Frank Sinatra's press agent hired 12 "long
haired, round-faced little girls in bobby socks" in 1943 to jump up and
down and scream in delight when 28 year old Sinatra was singing. They
were paid $5 each to act like the ultimate fans. 2 of them were asked to
"faint" from excitement of seeing Sinatra. Page 75 Source

10. In 1943 Sinatra's popularity skyrocketed and he was making $1,250.00
a week from Paramount, $2,800.00 a week from the Hit Parade, and
$1,000.00 for each personal appearance on radio and TV. Page 81. Source

12. Every Monday Sinatra would mail a $100 check to his father's fire
hall in Hoboken. Page 95. Source

13. The first Sinatra box set, with four records inside, sold for $2.50
in 1946. Source

14. On December 8, 1963, Sinatra's son, Frank Jr., was kidnapped. He was
returned when Sinatra paid the ransom of $240,000.00. Wikipedia also
noted, "The kidnappers demanded communication via payphone. During one
conversation, Frank Sr. ran out of money and was disconnected. Fearing
never seeing his son again, Frank Sr. decided to carry a roll of dimes
with him at all times (payphones at this time cost 10 cents). This
tradition lasted the rest of his life." Source.

15. Sinatra put on a weekly radio show that paid him $15,000.00 per
week.

17. In 1947 Sinatra asked for a gun permit. He explained he needed it
because he carried large sums of money. Page 136. Source
18. Sinatra paid $400 a week to keep a publicity firm on retainer. Page
197 Source